NOTE: This is a FULLY remote role, but the candidate must be within EMEA to collaborate with their team, peers, and internal customers. You do not have to be in the specific country or city shown in this listing, but please only apply if you are physically based within EMEA.
Trusted by 20,000+ property managers worldwide, Hostaway is an industry leading, AI-powered vacation rental management platform designed for professional short-term rental operators. Hostaway brings everything together for greater efficiency and faster growth.
Profitable, high-growth, and the first short-term rental Property Management System unicorn 🦄. Join us at our most exciting stage yet! Learn more about our recent valuation and story here.
Hostaway AI creates value by streamlining routine work, improving decision-making, and simplifying complex tasks across the property management lifecycle. As Staff Product Manager, AI, you will define and drive Hostaway’s company-wide AI product strategy, identifying where AI can create meaningful customer and business value across our platform.
This role is for an AI-native product leader who combines strong product judgment, customer empathy, and analytical rigor. You do not need to build AI models yourself, but you must understand how LLM-based products work in practice, how to evaluate them with discipline, and how to translate a rapidly evolving AI landscape into clear roadmap decisions and reliable product experiences.
Define and own Hostaway’s AI product strategy and roadmap across the company.
Plan and execute thorough customer research and analysis to deeply understand the needs and pain of property managers translating those insights along with legal requirements into product specifications and user stories.
Identify the highest-impact AI opportunities across customer workflows, product areas, and internal operations.
Partner with engineering, design, data, and GTM teams to deliver AI-powered experiences that solve real customer problems.
Establish clear approaches to AI evaluation, including quality benchmarks, eval sets, failure modes, and success metrics.
Use product, customer, and performance data to prioritize investments and improve AI quality over time.
Assess build vs. buy decisions across LLMs, APIs, AI tools, and third-party solutions.
Stay on top of changes in models, tooling, and AI product patterns, and translate them into product strategy.
Influence senior stakeholders and cross-functional teams to align around clear priorities, tradeoffs, and outcomes.
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